sleeping with my boyfriend for the first time

9 Hilariously Awkward Things That Happen the First Time You Sleep at a New Guy's Place

And we're not even talking about the hookup

9 Hilariously Awkward Things That Happen the First Time You Sleep at a New Guy's PlaceAnd we're not even talking about the hookup

Let's face it, adult sleepovers are infinitely better than the ones from your childhood, but they do come with their own set of challenges. Whether this is a casual hookup or someone you've been seeing for a while, the first night together can be equal parts exciting and awkward—and we're not even talking about the sex. Don't believe us? What about these weird, uncomfortable, and kind of hilarious things that always happen the first time you sleep at a new guy's place:

You pretend you'll go home even though you have no intention of going home. Who are you kidding—it's 1 a.m. and you know you're interested in at least some kissing and cuddling. Don't lie, you're definitely staying over.

Brushing your teeth is kind of a stealth mission. You're being sneaky for one of two reasons. Option one: You don't have a toothbrush so you desperately search for mouthwash and finally settle on toothpaste and your finger. Ugh. Option two: You did stash a toothbrush in your purse, but you don't want to look presumptuous.

He offers you clothes to sleep in—and they look ridiculous. This has so much potential to be adorable (i.e. you looking sexy in his oversized button down). But the reality is that you'll probably get his ratty college t-shirt and basketball shorts that make you look like Vanilla Ice. This is not the look you were going for tonight.

You have a serious inner turmoil about whether or not to wash your face. You know you should, but without your trusty eye makeup remover things could get raccoon-like fast. Plus, you're so comfortable snuggling right now and you really don't want to ruin the moment.

You're not sure which side of the bed is his. Well, you're a guest, so technically they should let you sleep where you want. But hey, if you're both strictly left-side-of-the-bed people, it's probably better to know sooner rather than later. These are the things that deal breakers are made of.

Time to pass out—do we stay in this snuggly spooning position or retreat to our own sides? Forget orgasm issues, this is the most confusing part of sleeping with someone new. If one of you is a cuddly sleeper while the other needs at least six inches of space, this could get weird.

OMG is he snoring? Do you find it endearing or annoying? On the upside, this is also one of those surefire ways to figure out how you feel about a person.

You wake up and hope that the sleep gods have graced you with sexy bedhead. Hm, not exactly. Your hair is a mess, you have pillow creases on your face, and you can smell your own morning breath. Meanwhile he looks exactly the same. So yeah, life's not really fair.

You're heading home—and you don't have another outfit. Your look was amazing last night, but we're willing to bet your sparkly LBD won't look as flawless the next morning. Plus, it's 10 a.m. and your barista is going to know you didn't go home last night if you walk in there like this. Your other option is rocking the Vanilla Ice look you currently have going on and returning his clothes another time. Decisions, decisions.